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Merck
CN

44699

Sigma-Aldrich

Rosmarinic acid

purum, ≥95.0% (HPLC)

Synonym(s):

(R)-O-(3,4-Dihydroxycinnamoyl)-3-(3,4- dihydroxyphenyl)lactic acid, 3,4-Dihydroxycinnamic acid (R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl ester

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About This Item

Empirical Formula (Hill Notation):
C18H16O8
CAS Number:
20283-92-5
Molecular Weight:
360.31
Beilstein:
2227587
MDL number:
MFCD00017740
UNSPSC Code:
12352000

Key Documents

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grade

purum

Assay

≥95.0% (HPLC)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

171-175 °C (lit.)
171-175 °C

SMILES string

OC(=O)[C@@H](Cc1ccc(O)c(O)c1)OC(=O)\C=C\c2ccc(O)c(O)c2

InChI

1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m1/s1

InChI key

DOUMFZQKYFQNTF-WUTVXBCWSA-N

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Biochem/physiol Actions

Rosmarinic acid has shown to contain antioxidant, anti-inflammatory and antimicrobial activities. Possesses promising physiological actions related to cognitive performance, Alzheimer′s disease prevention, kideney disease treatment, cardioprotection and cancer chemoprevention.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Regulatory Information

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Bo Liang et al.
BMC complementary medicine and therapies, 20(1), 345-345 (2020-11-15)
Guanxin V (GXV), a traditional Chinese medicine (TCM), has been widely used to treat coronary artery disease (CAD) in clinical practice in China. However, research on the active components and underlying mechanisms of GXV in CAD is still scarce. A
Giedrius Miliauskas et al.
Journal of natural products, 68(2), 168-172 (2005-02-26)
A hyphenated LC-DAD-SPE-NMR setup in combination with on-line radical scavenging detection has been applied for the identification of radical scavenging compounds in extracts of Rhaponticumcarthamoides. After NMR measurements, the pure compounds were infused into a mass spectrometer. The technique enabled
Mélanie Dubois et al.
Journal of medicinal chemistry, 51(8), 2575-2579 (2008-03-21)
Rosmarinic acid was reacted with nitrite ions under acidic conditions to give 6'-nitro- and 6',6''-dinitrorosmarinic acids according to the reaction time. Both compounds were active as HIV-1 integrase inhibitors at the submicromolar level. They also inhibited the viral replication in
Vivek Swarup et al.
Antimicrobial agents and chemotherapy, 51(9), 3367-3370 (2007-06-20)
Rosmarinic acid (RA) reduced the mortality of mice infected with Japanese encephalitis virus (JEV). Significant decreases in viral loads (P < 0.001) and proinflammatory cytokine levels (P < 0.001) were observed in JEV-infected animals treated with RA compared to levels
Juan A Martín et al.
PloS one, 8(2), e56987-e56987 (2013-03-08)
Efforts to introduce pathogen resistance into landscape tree species by breeding may have unintended consequences for fungal diversity. To address this issue, we compared the frequency and diversity of endophytic fungi and defensive phenolic metabolites in elm (Ulmus spp.) trees
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